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Synthesis, duplex stabilization and structural properties of a fluorinated carbocyclic LNA analogue.

ABSTRACT: DNA oligonucleotides modified with nucleoside monomers which have an electron withdrawing group (EWG) at the 2'-position of the furanose ring form more stable duplexes with complementary RNA as compared to unmodified DNA. Here we show that an anti-periplanar orientation of the nucleobase and the 2'-EWG is important for optimal duplex stabilization even for nucleic acid analogues with conformationally locked furanose rings.

SUBMITTER: Seth PP

PROVIDER: S-EPMC3684079 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Synthesis, duplex stabilization and structural properties of a fluorinated carbocyclic LNA analogue.

Seth Punit P PP Pallan Pradeep S PS Swayze Eric E EE Egli Martin M

Chembiochem : a European journal of chemical biology 20121128 1

DNA oligonucleotides modified with nucleoside monomers which have an electron withdrawing group (EWG) at the 2'-position of the furanose ring form more stable duplexes with complementary RNA as compared to unmodified DNA. Here we show that an anti-periplanar orientation of the nucleobase and the 2'-EWG is important for optimal duplex stabilization even for nucleic acid analogues with conformationally locked furanose rings. ...[more]

PMID: 23193103

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